Photo by Summer Williams

Callaway County Holiday Rentals

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Featured Callaway County Holiday Rentals

Property grounds
Country Container Tiny House. Experience peace by the water & native wildlife!

Cabin in Fulton

2.0 star property
9.8 out of 10, Exceptional, (11)
"A good place to unwind"
United States
Don
The price is HK$739
HK$1,011 total
includes taxes & fees
21 Nov - 22 Nov
Country Container Tiny House. Experience peace by the water & native wildlife!
Exterior
Yurt Floating in the Forest

Cottage in Holts Summit

9.6 out of 10, Exceptional, (41)
"Peaceful, quiet, comfortable getaway spot "
United States
Julie
The price is HK$786
HK$1,098 total
includes taxes & fees
24 Nov - 25 Nov
Yurt Floating in the Forest
Front of property
The Mercantile on the Katy Trail

Aparthotel in Hermann

4.5 star property
9.8 out of 10, Exceptional, (28)
"Great place, fully stocked and clean!"
United States
Lauren
The price is HK$1,666
HK$1,791 total
includes taxes & fees
25 Nov - 26 Nov
The Mercantile on the Katy Trail
Outdoor dining
Unique traincar stay at the Katy Caboose!

Cottage in Hartsburg

9.4 out of 10, Exceptional, (10)
"We loved the 3 taverns in town. Great vibe in a tiny town. "
United States
Dusty
Unique traincar stay at the Katy Caboose!
Fridge, microwave, oven, stovetop
Wine Alley East suite

Apartment in Hermann

9.4 out of 10, Exceptional, (75)
"Great location clean safe "
United States
Toshmon
The price is HK$1,127
HK$1,646 total
includes taxes & fees
20 Nov - 21 Nov
Wine Alley East suite
Interior
Treehouse - Sunrise

Cabin in Jonesburg

2.0 star property
10.0 out of 10, Exceptional, (20)
"Perfect, peaceful cabin. Everything we needed for a weekend getaway. "
United States
Zane S.
Treehouse - Sunrise
Microwave, oven, stovetop, dishwasher
Upscale 2-bedroom luxury loft in vibrant downtown Columbia, MO, in The District

Condo in Columbia

2.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing loft condo in an amazing location, heart of downtown Columbia. Highly recommend"
United States
Adam F.
Upscale 2-bedroom luxury loft in vibrant downtown Columbia, MO, in The District
Fridge, microwave, oven, stovetop
Spacious & Cozy near Downtown ~ HotTub ~ Game Room

Holiday Home in Columbia

10.0 out of 10, Exceptional, (55)
"The house was great for all of us to stay together for our family reunion. "
United States
Anonymous traveller
The price is HK$2,802
HK$4,972 total
includes taxes & fees
20 Nov - 21 Nov
Spacious & Cozy near Downtown ~ HotTub ~ Game Room
Outdoor dining
Gipfel Suite - Himmel Haus Bed & Breakfast

Holiday Home in Hermann

10.0 out of 10, Exceptional, (111)
"Great place, quiet and comfortable, hosts very responsive, check in and check out process very easy. Access to other amenities wonderful. Breakfast was excellent. "
United States
Jina A.
The price is HK$770
HK$1,304 total
includes taxes & fees
25 Nov - 26 Nov
Gipfel Suite - Himmel Haus Bed & Breakfast
Exterior
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace

Holiday Home in Jefferson City

2.0 star property
10.0 out of 10, Exceptional, (26)
"It was very nice"
United States
Chase O.
The price is HK$1,462
HK$2,311 total
includes taxes & fees
20 Nov - 21 Nov
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace
Microwave, oven, stovetop, dishwasher
Entire Cabin in Linn, MO with all the extras

Cabin in Linn

10.0 out of 10, Exceptional, (9)
"We had a great stay! Everything was new and clean and the beds were very comfortable! We’ll definitely stay again the next time we come to visit family!!"
United States
Lori R.
The price is HK$1,555
HK$1,757 total
includes taxes & fees
20 Nov - 21 Nov
Entire Cabin in Linn, MO with all the extras
Fridge, microwave, oven, stovetop
Glamping with gorgeous sunset views, trolley to all wineries

Camping in Berger

9.6 out of 10, Exceptional, (9)
"It was a wonderful stay for 5 of us girls going to Herman for a day at the Winery. This location was perfect, just 7 minutes up the road from Downtown Herman. The trolley picked us up with no issue. Very quiet location, perfect for a quick getaway!"
United States
Belen A.
The price is HK$1,168
HK$1,790 total
includes taxes & fees
20 Nov - 21 Nov
Glamping with gorgeous sunset views, trolley to all wineries
Fridge, microwave, oven, stovetop
3 Bedroom 1 Bath Pet Friendly 5 min to MU

Holiday Home in Columbia

10.0 out of 10, Exceptional, (9)
"Very clean and cute home! Great location, close to coffee shops and restaurants. We enjoyed our stay!"
United States
Lori S.
The price is HK$584
HK$1,783 total
includes taxes & fees
24 Nov - 25 Nov
3 Bedroom 1 Bath Pet Friendly 5 min to MU
Property grounds
Private Logcabin All To Yourself With Lake View

Holiday Home in Hermann

9.8 out of 10, Exceptional, (215)
"We loved it and plan on returning "
United States
Jesse S.
Private Logcabin All To Yourself With Lake View
Dining
Ash Creek Suite - In Downtown Historic Hermann

Holiday Home in Hermann

9.4 out of 10, Exceptional, (51)
"Met our needs"
United States
Craig C.
The price is HK$972
HK$1,961 total
includes taxes & fees
1 Dec - 2 Dec
Ash Creek Suite - In Downtown Historic Hermann
Exterior
Experience Historic Elegance in the Heart of Missouri’s Capital City

Holiday Home in Jefferson City

8.8 out of 10, Excellent, (24)
"We loved our stay here and were happy it was so close to the MSP!"
United States
Kenneth H.
The price is HK$1,015
HK$1,755 total
includes taxes & fees
20 Nov - 21 Nov
Experience Historic Elegance in the Heart of Missouri’s Capital City
Interior
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

Holiday Home in Hermann

9.6 out of 10, Exceptional, (104)
"Check was simple. Area was great. Wifi worked perfectly."
United States
Raymond W.
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Riverview Cottage. 5 minute walk to downtown

Holiday Home in Hermann

10.0 out of 10, Exceptional, (42)
"We absolutely loved our stay at Autzie’s. The cottage, outdoor space and location can’t be beat. We can’t wait to come back; we’ll definitely stay here again. "
United States
Michelle W.
The price is HK$1,399
HK$2,068 total
includes taxes & fees
24 Nov - 25 Nov
Cozy Riverview Cottage. 5 minute walk to downtown
Outdoor spa tub
Cozy for 2, Jacuzzi retreat, close to excellent park.

Apartment in Columbia

9.8 out of 10, Exceptional, (31)
"Very nice, quiet, comfortable place! "
United States
Art
Cozy for 2, Jacuzzi retreat, close to excellent park.
Living area
Business or Pleasure - a perfect and cozy get-away!

Apartment in Jefferson City

9.6 out of 10, Exceptional, (28)
"Perfect place to stay for my trip"
United States
Joshua B.
The price is HK$595
HK$1,264 total
includes taxes & fees
30 Nov - 1 Dec
Business or Pleasure - a perfect and cozy get-away!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Callaway County Hotel Reviews

Holiday Inn Express & Suites Kingdom City by IHG

Holiday Inn Express & Suites Kingdom City by IHG

10/10 Excellent
"Staff was very friendly and the rooms were super clean"
Jennifer 1-night trip
Posted 3 days ago
Holiday Inn Express & Suites Kingdom City by IHG